CHEBI:16704 - uridine

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ChEBI Name uridine ChEBI ID CHEBI:16704 Definition A ribonucleoside composed of a molecule of uracil attached to a ribofuranose moiety via a β‒N1-glycosidic bond. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:46391, CHEBI:46460, CHEBI:46463, CHEBI:46386, CHEBI:9893, CHEBI:15296, CHEBI:27227 Supplier Information ZINC000096014521 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Acetoacetyl CoA is the precursor of HMG-CoA in the mevalonate pathway, which is essential for cholesterol biosynthesis. It also takes a similar role in the ketone bodies synthesis (ketogenesis) pathway of the liver. In the ketone bodies digestion pathway (in the tissue), it is no longer associated with having HMG-CoA as a product or as a reactant. It is created from acetyl-CoA, a thioester, which reacts with the enolate of a second molecule of acetyl-CoA in a Claisen condensation reaction, and it is acted upon by HMG-CoA synthase to form HMG-CoA. During the metabolism of leucine, this last reaction is reversed. Some individuals may experience Acetoacetyl-CoA deficiency. This deficiency is classified as a disorder ketone body and isoleucine metabolism that can be inherited. Additional mutations include those with the enzymes within pathways related to Acetoacetyl CoA, including Beta-Ketothiolase deficiency and Mitochondrial 3-hydroxy-3-methylglutaryl-CoA Synthase mutation. Additionally, it reacts with NADPH-dependent acetoacetyl-coenzyme A reductase, also known as PhaB, in a pathway that produces polyester polyhydroxyalkanoate (PHA). The reduction of acetoacetyl-coA by Pha creates (R)-3-hydroxybutyryl-CoA, which polymerizes to PHA. The pathway is present in bacteria such as Ralstonia eutropha and the PCC6803 strain of Synechocystis. Mover over, Acetoacetyl-CoA is involved with neuronal development involving lipogenesis and providing fats and cholesterol for neuronal cells. Read full article at Wikipedia Formula C9H12N2O6 Net Charge 0 Average Mass 244.20146 Monoisotopic Mass 244.06954 InChI InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1 InChIKey DRTQHJPVMGBUCF-XVFCMESISA-N SMILES OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O Metabolite of Species Details Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268 Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed Escherichia coli (NCBI:txid562) See: PubMed Homo sapiens (NCBI:txid9606) See: DOI Roles Classification Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). drug metabolite fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing uridine (CHEBI:16704) has functional parent uracil (CHEBI:17568) uridine (CHEBI:16704) has role drug metabolite (CHEBI:49103) uridine (CHEBI:16704) has role fundamental metabolite (CHEBI:78675) uridine (CHEBI:16704) has role human metabolite (CHEBI:77746) uridine (CHEBI:16704) is a uridines (CHEBI:27242) Incoming (5'S,6'R)-C-glycyluridine zwitterion (CHEBI:195553) has functional parent uridine (CHEBI:16704) (5'S,6'S)-C-glycyluridine zwitterion (CHEBI:229461) has functional parent uridine (CHEBI:16704) 3'-(enolpyruvyl)uridine 5'-monophosphate (CHEBI:133864) has functional parent uridine (CHEBI:16704) 5'-O-(dihydroxyphosphanyl)-2'-O-{2-[2-(dimethylamino)ethoxy]ethyl}-5-methyluridine (CHEBI:39913) has functional parent uridine (CHEBI:16704) 5-aminomethyl-2-thiouridine (CHEBI:73768) has functional parent uridine (CHEBI:16704) nikkomycin Z (CHEBI:623918) has functional parent uridine (CHEBI:16704) uridine-5'-carboxamide (CHEBI:195554) has functional parent uridine (CHEBI:16704) uridine residue (CHEBI:73747) is substituent group from uridine (CHEBI:16704) IUPAC Name uridine Synonyms Sources 1-β-D-ribofuranosylpyrimidine-2,4(1H,3H)-dione ChEBI 1-β-D-ribofuranosyluracil HMDB β-Uridine HMDB u ChEBI Urd CBN Uridin ChemIDplus Uridine KEGG COMPOUND URIDINE PDBeChem uridine UniProt Manual Xrefs Databases C00019674 KNApSAcK C00299 KEGG COMPOUND DB02745 DrugBank ECMDB00296 ECMDB HMDB0000296 HMDB URI PDBeChem Uridine Wikipedia URIDINE MetaCyc YMDB00127 YMDB View more database links Registry Numbers Types Sources 397474 Gmelin Registry Number Gmelin 58-96-8 CAS Registry Number ChemIDplus 754904 Reaxys Registry Number Reaxys Citations Types Sources 12084455 PubMed citation Europe PMC 15621516 PubMed citation Europe PMC 16839635 PubMed citation Europe PMC 17190852 PubMed citation Europe PMC 22392515 PubMed citation Europe PMC 22770225 PubMed citation Europe PMC Last Modified 03 March 2017